HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1440799Generated: November 1, 2026
Potassium Carbonate → Ethyl 3-[N-(2'-cyanobiphenyl-4-yl)methylamino]-1-methylpyrazole-4-carboxylate
https://huagongshe.com/reaction/1440799
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | ethyl 3-amino-1-methyl-1H-pyrazole-4-carboxylate | HCID 252927 | — |
| Reactant | 4'-(Bromomethyl)-2-cyanobiphenyl | HCID 1501912 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-[N-(2'-cyanobiphenyl-4-yl)methylamino]-1-methylpyrazole-4-carboxylate | HCID 15338339 | 76% |
Reaction Steps
To a mixture of ethyl 3-amino-1-methylpyrazole-4-carboxylate (P. Schmidt et al. Hel. Chim. Acta., 1959, 41, 349.) (2.30 g) and potassium carbonate in N,N-dimethylformamide (70 ml), was added portionwise 4-bromomethyl-2'-cyanobiphenyl (4.81 g). The solvent was distilled under reduced pressure. To the residue was added ice-water and an aqueous solution of potassium carbonate. The mixture was extracted with ethyl acetate. The extract was washed with water and a saturated aqueous saline solution, which was dried over magnesium sulfate. The solvent was distilled off under reduced pressure to give crude crystals, which were recrystallization from ethyl acetate-isopropylether to afford the title compound as white crystals (3.7 g, 76%), m.p. 151°-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05500427 |
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| Source dataset | uspto-grants-1996_03 |
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| ORD ID | ord-9e28ccf1f1c3486092b69c784f0653f5 |
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| Source note | uspto-grants-1996_03 |
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